Exceptional time response, stability and selectivity in doubly-activated phenyl selenium-based glutathione-selective platform

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A phenyl-selenium-substituted coumarin probe was synthesized for the purpose of achieving highly selective and extremely rapid detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy) without background fluorescence. The fluorescence intensity of the probe with GSH shows a similar to 100-fold fluorescent enhancement compared with the signal generated for other closely related amino acids, including Cys and Hcy. Importantly, the substitution reaction with the sulfhydryl group of GSH at the 4-position of the probe, which is doubly-activated by two carbonyl groups, occurs extremely fast, showing subsecond maximum fluorescence intensity attainment; equilibrium was reached within 100 ms (UV-vis). The probe selectivity for GSH was confirmed in Hep3B cells by confocal microscopy imaging.
Publisher
ROYAL SOC CHEMISTRY
Issue Date
2015
Language
English
Article Type
Article
Citation

CHEMICAL SCIENCE, v.6, no.10, pp.5435 - 5439

ISSN
2041-6520
DOI
10.1039/c5sc02090e
URI
http://hdl.handle.net/10203/205456
Appears in Collection
BS-Journal Papers(저널논문)CH-Journal Papers(저널논문)
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